Dye.



OSKAR DRESSEL, 0F ELBERFELD, RICHARD KOT HE, 0F VOI-IWINKEL, AND ALFRED THAUSS, 0F ELBERFELD, GERMANY, ASSIGNORS T0 FARBENFABRIKEN VORM. FRIEDR. BAYER & 00., OF ELBERFELD, GERMANY, A CORPORATION OF GERMANY.

DYE.

No Drawing.

Specification of Letters Patent.

Application filed October 4, 1910. Serial No. 585,316.

Patented Apr. 18, 1911.

and combining the diazo compounds with naphthol sulfonic acids, new dyes are thus obtained dyeing cotton valuable shades distinguished by their good fastness to acids, even concentrated mineral acids and to the action of water.

The new dyes are after being dried and pulverized in the shape of their alkaline salts red to brownish-red powders soluble in concentrated sulfuric acid generally with a red coloration, dyeing cotton from red to bluish-red shades, yielding upon reduction with stannous chlorid and hydrochloric acid an amin, aminobenzenylthio-2.6-diamino-5- naphthol-7-sulfonic acid and an aminonaph thol sulfonic acid.

In order to illustrate the new process more fully the following example is given, the parts being by weight:10.7 parts of orthotoluidin are diazotized and the diazo compound is added to a solution of 37.2 parts of Ineta-aminobenzenylthio-2.5-aminonaphthol-7-sulfonic acid containing an excess of sodium carbonate. The dye is filtered ofi, mixed with ice and then diazotized with 7 parts of sodium nitrite. The resulting diazo compound is then added to a solution of 25 parts of l-naphthol-isulfonic acid containing an excess of sodium carbonate. The dye is salted out, filtered off and dried.

and pulverized in the shape of its sodium hydrochloric acid and is It is after being dried I ble in water with a red coloration and soluble in concentrated sulfuric acid with a red coloration; yielding upon reduction with stannous chlorid and hydrochloric acid 01'- thotoluidin, meta amino benzenylthio-2.6- diamino5-naphthol-7-sulfonic acid and 2- amino-1-naphthol-4-sulfonic acid. It dyes cotton pure yellowish-red shades, and is probably formed according to the following formulae:

| (wN=N-C1 Orthotoluidin Diazotized orthotoluidin 0-. m/vw/ I 7 5 Dyestufi from orthotoluidin and metaamiuobeuzenylthio. 2.5.

aminonaphthoM-sulfonic acid.

sulfonic acid.

Other diazo compounds, such as anilin, xylidin, naphthylamins, sulfanilic acid, etc., or other naphthol sulfonic acids, such as l-naphthol-o-sulfonic acid, 2-naphthol-3.6- disulfonic acid, etc, may be used. On start-v ing 0. g. from ara-aminobenzenyl-thio-2.5- aminonaphthol-g-sulfonic acid bluer dyes are obtained.

We claim 1. The herein described new dyestufis obtainable by reacting with the diazotized azo coloring matter obtainable from an aromatic amin and aminobenzenylthiO-Qb-arninonaphthol-7-sulfonic acid upon a naphthol sulionic acid, which dyestuffs are after being dried and pulverized in the shape of theiralkaline salts, red to brownish-red powders soluble in concentrated sulfuric acid generally with a red coloration; dyeing cotton from red to bluish-red shades; and yielding upon reduction with stannous chlorid and acid upon l-naphthol-l-sulfonic acid, which dyestuff is after being dried and pulverized in the shape of its sodium salt a reddish-brown powder; soluble in water with a red colora-' tion; soluble in concentrated sulfuric acid with a red coloration; yielding upon reduction with stannous chlorid and hydrochloric ortho-toluidin, meta-aminobenzenylthio-2.6-diamino'5-naphthol-7sulfonicV acid and Q-amino-Lnaphthol-l-sulfonic acid; and dyeing cotton pure yellowishred shades,

substantially as described.

In testimony whereof We have hereunto set out hands in the presence of two subscribing witnesses.

OSKAR DRESSEL. Ls RICHARD KOTHE. [L.s.] ALFRED THAUSS. 1 8.

Witnesses:

CHAS; J. WRIGHT, WVALTER VONNEGUT.

Copies of this patent may be obtained for five cents each, by addressing the Commissioner of Patents,

Washington, D. G. 

